ID: ALA518627

Max Phase: Preclinical

Molecular Formula: C24H23ClO3

Molecular Weight: 394.90

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(O)/C=C/c1ccc(-c2ccc(O)c(C34CC5CC(CC3C5)C4)c2)c(Cl)c1

Standard InChI:  InChI=1S/C24H23ClO3/c25-21-10-14(2-6-23(27)28)1-4-19(21)17-3-5-22(26)20(11-17)24-12-15-7-16(13-24)9-18(24)8-15/h1-6,10-11,15-16,18,26H,7-9,12-13H2,(H,27,28)/b6-2+

Standard InChI Key:  VJTNQFZAJSEDRX-QHHAFSJGSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 394.90

Molecular Weight (Monoisotopic): 394.1336

AlogP: 5.89

#Rotatable Bonds: 4

Polar Surface Area: 57.53

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.92

CX Basic pKa:

CX LogP: 5.99

CX LogD: 2.78

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.64

Np Likeness Score: 0.51

References

1. Dawson MI, Xia Z, Jiang T, Ye M, Fontana JA, Farhana L, Patel B, Xue LP, Bhuiyan M, Pellicciari R, Macchiarulo A, Nuti R, Zhang XK, Han YH, Tautz L, Hobbs PD, Jong L, Waleh N, Chao WR, Feng GS, Pang Y, Su Y..  (2008)  Adamantyl-substituted retinoid-derived molecules that interact with the orphan nuclear receptor small heterodimer partner: effects of replacing the 1-adamantyl or hydroxyl group on inhibition of cancer cell growth, induction of cancer cell apoptosis, and inhibition of SRC homology 2 domain-containing protein tyrosine phosphatase-2 activity.,  51  (18): [PMID:18759424] [10.1021/jm800456k]

Source

Source(1):

• Scientific Literature